data_FLQ # _chem_comp.id FLQ _chem_comp.name "N-[6-(ACETYLAMINO)HEXYL]-3',6'-DIHYDROXY-3-OXO-3H-SPIRO[2-BENZOFURAN-1,9'-XANTHENE]-6-CARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H28 N2 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "FLUORESCEIN ADDUCT" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-01-23 _chem_comp.pdbx_modified_date 2021-03-01 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 516.542 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FLQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal FLQ C1 C1 C 0 1 Y N N 73.482 58.550 24.580 -1.374 4.263 5.498 C1 FLQ 1 FLQ O1 O1 O 0 1 N N N 74.350 58.619 23.741 -2.019 4.209 6.695 O1 FLQ 2 FLQ C2 C2 C 0 1 Y N N 72.655 57.411 24.640 -2.012 4.806 4.385 C2 FLQ 3 FLQ C3 C3 C 0 1 Y N N 71.647 57.320 25.620 -1.349 4.864 3.154 C3 FLQ 4 FLQ O2 O2 O 0 1 N N N 70.826 56.123 25.635 -2.061 5.423 2.121 O2 FLQ 5 FLQ C4 C4 C 0 1 Y N N 69.792 56.055 26.653 -1.402 5.706 0.949 C4 FLQ 6 FLQ C5 C5 C 0 1 Y N N 68.988 54.909 26.689 -2.116 6.473 0.022 C5 FLQ 7 FLQ C6 C6 C 0 1 Y N N 67.971 54.769 27.639 -1.534 6.821 -1.195 C6 FLQ 8 FLQ O3 O3 O 0 1 N N N 67.206 53.594 27.622 -2.228 7.569 -2.094 O3 FLQ 9 FLQ C7 C7 C 0 1 Y N N 67.739 55.796 28.586 -0.240 6.400 -1.488 C7 FLQ 10 FLQ C8 C8 C 0 1 Y N N 68.530 56.965 28.580 0.469 5.628 -0.566 C8 FLQ 11 FLQ C9 C9 C 0 1 Y N N 69.569 57.117 27.626 -0.103 5.269 0.667 C9 FLQ 12 FLQ C10 C10 C 0 1 N N N 70.413 58.380 27.606 0.638 4.402 1.666 C10 FLQ 13 FLQ C11 C11 C 0 1 Y N N 71.473 58.384 26.546 -0.047 4.370 3.018 C11 FLQ 14 FLQ C12 C12 C 0 1 Y N N 72.309 59.526 26.465 0.582 3.826 4.152 C12 FLQ 15 FLQ C13 C13 C 0 1 Y N N 73.315 59.608 25.491 -0.077 3.775 5.382 C13 FLQ 16 FLQ C14 C14 C 0 1 N N N 73.062 58.116 31.926 -0.221 -0.276 -0.101 C14 FLQ 17 FLQ C16 C16 C 0 1 N N N 75.367 52.713 32.299 -5.026 -0.721 1.996 C16 FLQ 18 FLQ C17 C17 C 0 1 N N N 75.055 53.797 33.355 -4.166 -0.224 0.831 C17 FLQ 19 FLQ C18 C18 C 0 1 N N N 73.972 54.806 32.887 -3.370 -1.373 0.203 C18 FLQ 20 FLQ C19 C19 C 0 1 N N N 74.540 56.213 32.616 -2.491 -0.911 -0.955 C19 FLQ 21 FLQ O4 O4 O 0 1 N N N 73.312 58.726 32.946 0.169 -1.454 -0.020 O4 FLQ 22 FLQ N1 N1 N 0 1 N N N 73.608 56.918 31.713 -1.504 0.063 -0.548 N1 FLQ 23 FLQ "C1'" C1* C 0 1 Y N N 72.120 58.765 30.940 0.650 0.819 0.297 "C1'" FLQ 24 FLQ "C2'" C2* C 0 1 Y N N 71.607 60.037 31.312 2.044 0.666 0.206 "C2'" FLQ 25 FLQ "C3'" C3* C 0 1 Y N N 70.728 60.736 30.484 2.897 1.704 0.582 "C3'" FLQ 26 FLQ "C4'" C4* C 0 1 Y N N 70.402 60.120 29.314 2.316 2.871 1.042 "C4'" FLQ 27 FLQ "C5'" C5* C 0 1 Y N N 70.947 58.803 28.977 0.946 3.038 1.138 "C5'" FLQ 28 FLQ "C6'" C6* C 0 1 Y N N 71.781 58.187 29.792 0.092 2.012 0.766 "C6'" FLQ 29 FLQ "O8'" O8* O 0 1 N N N 69.533 59.489 27.216 1.979 4.957 1.846 "O8'" FLQ 30 FLQ "C9'" C9* C 0 1 N N N 69.513 60.557 28.210 2.978 4.087 1.490 "C9'" FLQ 31 FLQ "O9'" O9* O 0 1 N N N 68.864 61.596 28.112 4.174 4.289 1.539 "O9'" FLQ 32 FLQ C20 C20 C 0 1 N N N ? ? ? -5.841 0.390 2.669 C20 FLQ 33 FLQ C21 C21 C 0 1 N N N ? ? ? -5.010 1.494 3.317 C21 FLQ 34 FLQ N2 N2 N 0 1 N N N ? ? ? -4.168 1.004 4.374 N2 FLQ 35 FLQ C22 C22 C 0 1 N N N ? ? ? -2.786 1.114 4.364 C22 FLQ 36 FLQ O5 O5 O 0 1 N N N ? ? ? -2.109 1.628 3.481 O5 FLQ 37 FLQ C23 C23 C 0 1 N N N ? ? ? -2.115 0.538 5.566 C23 FLQ 38 FLQ HO1 HO1 H 0 1 N N N 73.955 58.637 22.877 -1.382 4.271 7.424 HO1 FLQ 39 FLQ H2 H2 H 0 1 N N N 72.794 56.606 23.933 -3.025 5.186 4.486 H2 FLQ 40 FLQ H5 H5 H 0 1 N N N 69.156 54.120 25.971 -3.125 6.809 0.244 H5 FLQ 41 FLQ HO3 HO3 H 0 1 N N N 67.033 53.341 26.723 -3.174 7.353 -2.054 HO3 FLQ 42 FLQ H7 H7 H 0 1 N N N 66.952 55.684 29.317 0.213 6.669 -2.437 H7 FLQ 43 FLQ H8 H8 H 0 1 N N N 68.344 57.745 29.303 1.474 5.306 -0.826 H8 FLQ 44 FLQ H12 H12 H 0 1 N N N 72.170 60.341 27.160 1.592 3.429 4.089 H12 FLQ 45 FLQ H13 H13 H 0 1 N N N 73.956 60.476 25.441 0.421 3.351 6.249 H13 FLQ 46 FLQ H161 1H16 H 0 0 N N N 75.801 53.225 31.428 -5.729 -1.477 1.625 H161 FLQ 47 FLQ H162 2H16 H 0 0 N N N 76.032 51.996 32.803 -4.392 -1.222 2.737 H162 FLQ 48 FLQ H171 1H17 H 0 0 N N N 74.692 53.298 34.266 -4.808 0.236 0.070 H171 FLQ 49 FLQ H172 2H17 H 0 0 N N N 75.981 54.364 33.531 -3.473 0.548 1.184 H172 FLQ 50 FLQ H181 1H18 H 0 0 N N N 73.526 54.428 31.956 -4.068 -2.132 -0.171 H181 FLQ 51 FLQ H182 2H18 H 0 0 N N N 73.232 54.897 33.695 -2.751 -1.854 0.971 H182 FLQ 52 FLQ H191 1H19 H 0 0 N N N 74.637 56.767 33.562 -3.093 -0.464 -1.752 H191 FLQ 53 FLQ H192 2H19 H 0 0 N N N 75.535 56.139 32.153 -1.945 -1.762 -1.374 H192 FLQ 54 FLQ HN1 HN1 H 0 1 N N N 73.363 56.453 30.862 -1.793 1.035 -0.534 HN1 FLQ 55 FLQ "H2'" H2* H 0 1 N N N 71.904 60.472 32.255 2.455 -0.270 -0.162 "H2'" FLQ 56 FLQ "H3'" H3* H 0 1 N N N 70.331 61.704 30.754 3.973 1.589 0.513 "H3'" FLQ 57 FLQ "H6'" H6* H 0 1 N N N 72.185 57.221 29.529 -0.985 2.121 0.833 "H6'" FLQ 58 FLQ H201 1H20 H 0 0 N N N ? ? ? -6.512 0.842 1.929 H201 FLQ 59 FLQ H202 2H20 H 0 0 N N N ? ? ? -6.480 -0.070 3.433 H202 FLQ 60 FLQ H211 1H21 H 0 0 N N N ? ? ? -4.373 2.002 2.588 H211 FLQ 61 FLQ H212 2H21 H 0 0 N N N ? ? ? -5.672 2.244 3.761 H212 FLQ 62 FLQ HN2 HN2 H 0 1 N N N ? ? ? -4.611 0.552 5.174 HN2 FLQ 63 FLQ H231 1H23 H 0 0 N N N ? ? ? -1.403 -0.262 5.307 H231 FLQ 64 FLQ H232 2H23 H 0 0 N N N ? ? ? -1.524 1.287 6.117 H232 FLQ 65 FLQ H233 3H23 H 0 0 N N N ? ? ? -2.790 0.094 6.315 H233 FLQ 66 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal FLQ C1 O1 SING N N 1 FLQ C1 C2 DOUB Y N 2 FLQ C1 C13 SING Y N 3 FLQ O1 HO1 SING N N 4 FLQ C2 C3 SING Y N 5 FLQ C2 H2 SING N N 6 FLQ C3 O2 SING N N 7 FLQ C3 C11 DOUB Y N 8 FLQ O2 C4 SING N N 9 FLQ C4 C5 SING Y N 10 FLQ C4 C9 DOUB Y N 11 FLQ C5 C6 DOUB Y N 12 FLQ C5 H5 SING N N 13 FLQ C6 O3 SING N N 14 FLQ C6 C7 SING Y N 15 FLQ O3 HO3 SING N N 16 FLQ C7 C8 DOUB Y N 17 FLQ C7 H7 SING N N 18 FLQ C8 C9 SING Y N 19 FLQ C8 H8 SING N N 20 FLQ C9 C10 SING N N 21 FLQ C10 C11 SING N N 22 FLQ C10 "C5'" SING N N 23 FLQ C10 "O8'" SING N N 24 FLQ C11 C12 SING Y N 25 FLQ C12 C13 DOUB Y N 26 FLQ C12 H12 SING N N 27 FLQ C13 H13 SING N N 28 FLQ C14 O4 DOUB N N 29 FLQ C14 N1 SING N N 30 FLQ C14 "C1'" SING N N 31 FLQ C16 C17 SING N N 32 FLQ C16 C20 SING N N 33 FLQ C16 H161 SING N N 34 FLQ C16 H162 SING N N 35 FLQ C17 C18 SING N N 36 FLQ C17 H171 SING N N 37 FLQ C17 H172 SING N N 38 FLQ C18 C19 SING N N 39 FLQ C18 H181 SING N N 40 FLQ C18 H182 SING N N 41 FLQ C19 N1 SING N N 42 FLQ C19 H191 SING N N 43 FLQ C19 H192 SING N N 44 FLQ N1 HN1 SING N N 45 FLQ "C1'" "C2'" SING Y N 46 FLQ "C1'" "C6'" DOUB Y N 47 FLQ "C2'" "C3'" DOUB Y N 48 FLQ "C2'" "H2'" SING N N 49 FLQ "C3'" "C4'" SING Y N 50 FLQ "C3'" "H3'" SING N N 51 FLQ "C4'" "C5'" DOUB Y N 52 FLQ "C4'" "C9'" SING N N 53 FLQ "C5'" "C6'" SING Y N 54 FLQ "C6'" "H6'" SING N N 55 FLQ "O8'" "C9'" SING N N 56 FLQ "C9'" "O9'" DOUB N N 57 FLQ C20 C21 SING N N 58 FLQ C20 H201 SING N N 59 FLQ C20 H202 SING N N 60 FLQ C21 N2 SING N N 61 FLQ C21 H211 SING N N 62 FLQ C21 H212 SING N N 63 FLQ N2 C22 SING N N 64 FLQ N2 HN2 SING N N 65 FLQ C22 O5 DOUB N N 66 FLQ C22 C23 SING N N 67 FLQ C23 H231 SING N N 68 FLQ C23 H232 SING N N 69 FLQ C23 H233 SING N N 70 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor FLQ SMILES ACDLabs 10.04 "O=C(NCCCCCCNC(=O)c5cc1c(C(=O)OC13c4ccc(O)cc4Oc2cc(O)ccc23)cc5)C" FLQ SMILES_CANONICAL CACTVS 3.341 "CC(=O)NCCCCCCNC(=O)c1ccc2C(=O)OC3(c4ccc(O)cc4Oc5cc(O)ccc35)c2c1" FLQ SMILES CACTVS 3.341 "CC(=O)NCCCCCCNC(=O)c1ccc2C(=O)OC3(c4ccc(O)cc4Oc5cc(O)ccc35)c2c1" FLQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)NCCCCCCNC(=O)c1ccc2c(c1)C3(c4ccc(cc4Oc5c3ccc(c5)O)O)OC2=O" FLQ SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)NCCCCCCNC(=O)c1ccc2c(c1)C3(c4ccc(cc4Oc5c3ccc(c5)O)O)OC2=O" FLQ InChI InChI 1.03 "InChI=1S/C29H28N2O7/c1-17(32)30-12-4-2-3-5-13-31-27(35)18-6-9-21-24(14-18)29(38-28(21)36)22-10-7-19(33)15-25(22)37-26-16-20(34)8-11-23(26)29/h6-11,14-16,33-34H,2-5,12-13H2,1H3,(H,30,32)(H,31,35)" FLQ InChIKey InChI 1.03 NYDPRVGMTFCAQC-UHFFFAOYSA-N # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier FLQ "SYSTEMATIC NAME" ACDLabs 10.04 "N-[6-(acetylamino)hexyl]-3',6'-dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxamide" FLQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-(6-acetamidohexyl)-3',6'-dihydroxy-1-oxo-spiro[2-benzofuran-3,9'-xanthene]-5-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FLQ "Create component" 2006-01-23 RCSB FLQ "Modify descriptor" 2011-06-04 RCSB FLQ "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id FLQ _pdbx_chem_comp_synonyms.name "FLUORESCEIN ADDUCT" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##